4.6
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1,455
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Family friendly hiking trails in Monroe County offer accessible outdoor experiences, primarily characterized by flat, coastal terrain. The region features paths along historic bridges, through natural hammocks, and near bights, providing opportunities for easy walks. These trails are generally low in elevation gain, making them suitable for families and those seeking gentle excursions.
Last updated: April 25, 2026
5.0
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6.85km
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Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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2.95km
00:44
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Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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2.32km
00:35
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Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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1.20km
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Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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1.76km
00:27
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Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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Popular around Monroe County

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Florida Keys Overseas Heritage Trail — A walk in paradise
Sun, fun and fantasy – a road trip through Florida
A small historical place. It's also interesting that there's still forest to be seen there.
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On the north side of the Old 7 Mile Bridge, there's a picnic area with two covered shelters. Fishing is also possible here. There's a parking lot. It's also ideal for continuing on to the Lower Keys.
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The Old Seven Mile Bridge is one of the most famous structures in the Florida Keys. It was originally built in the early 20th century as part of the famous Overseas Railroad, which Henry Flagler had built from Miami to Key West. It was later converted into a road bridge before being replaced by the modern parallel bridge for automobile traffic. Today, a section of the old bridge is open to pedestrians, cyclists, and runners. From here, you can enjoy magnificent views of the ocean, the islands, and the new Seven Mile Bridge running parallel to it. The walk to Pigeon Key, a small island with a museum and historic buildings, is particularly popular. There are parking areas and shaded picnic areas at the entrance, ideal for a break before or after your tour. The bridge is a popular place to take a break before or after your tour.
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Long Key State Park spans 965 acres, and is a beautiful location with a fascinating history. In the early 1900s, it was a luxurious getaway along Henry Flagler’s railroad to Key West, housing the Long Key Fishing Camp. This camp attracted many notable figures, including celebrities and well-known saltwater anglers like author Zane Grey and several U.S. presidents. Sadly, the facility was destroyed by the Labor Day Hurricane of 1935 and was never rebuilt. Today, Long Key State Park is a popular destination for a wide range of recreational activities, including kayaking, hiking, birdwatching, picnicking, flats fishing, and snorkeling. There are two fantastic hiking trails to explore, and visitors can rent kayaks from the ranger station to paddle along the scenic shoreline to get a closer look at the diverse wildlife in the mangroves in the clear, shallow waters. The park also offers oceanfront, hike-in, tent-only campsites that include a picnic table, grill, hammock stand, and restrooms with cold outdoor showers. The site fee per night is $22 by reservation only and can be made here: reserve.floridastateparks.org or by calling the reservation line at 1-800-326-6521.
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Windley Key Fossil Reef Geological State Park, a former quarry, offers a glimpse into the Florida Keys' history. Henry Flagler's Overseas Railroad, built in the early 1900s, relied on its limestone. Later, the quarry yielded polished “keystone,” a decorative limestone unique to this area until the 1960s. The Hurricane Monument in Islamorada, at Mile Marker 82, is constructed from keystone extracted here. The park features several short loop trails throughout the grounds, where you can view the exposed fossilized coral reefs and remnants of the original quarry equipment. There is a drinking fountain, restrooms, and a lovely bench, perfect for a place to take a break under a canopy of hammock trees. The park is open daily from 8 am until sundown, with a $2.50 entrance fee. The visitor center operates Thursday–Monday, 8 am to 5 pm.
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Long Key State Park is a state park in Monroe County, Florida, United States. The 390-hectare state park is located on the Overseas Highway at Mile Marker 67.5 on Long Key, an island in the Florida Keys.
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You can swim here at high tide and kite surfers are also present.
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For pedestrians, admission to the park is currently $2 per person.
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There are over 80 family-friendly hiking trails in Monroe County, with the vast majority (66 out of 84) rated as easy, making them perfect for outings with children of all ages.
Monroe County offers a unique blend of accessible trails, often flat and well-maintained, that lead through diverse coastal and natural environments. Many routes are relatively short, ensuring an enjoyable experience for younger hikers, and provide opportunities to spot local wildlife and unique flora.
The family-friendly trails in Monroe County are highly rated by the komoot community, with an average score of 4.6 out of 5 stars from 63 ratings. Hikers often praise the easy accessibility, scenic views, and the opportunity to explore unique natural settings.
Yes, many trails are very easy and short. For example, the Hammock Trail is just over 1.2 km (0.75 miles) long and very flat, making it ideal for families with young children or strollers. Another great option is the Truman Beach Point Trail, which is under 1.8 km (1.1 miles).
Absolutely! Many trails offer stunning views of the coastal landscape and unique ecosystems. For instance, the Old 7 Mile Bridge trail provides expansive ocean vistas. You can also explore natural monuments like Historic Kapok Tree on Whitehead Street or the unique marine environment at John Pennekamp Coral Reef State Park.
Monroe County's trails often lead to or are near significant landmarks. You can visit the iconic Southernmost Point Buoy, explore the historic Key West Lighthouse, or wander through Fort Zachary Taylor State Park. Many trails offer a glimpse into the rich history and natural beauty of the area.
While specific dog-friendly regulations can vary by park or trail, many outdoor areas in Monroe County welcome leashed dogs. It's always best to check the specific rules for each trail or park before you go, but generally, the open nature of many paths makes them suitable for walking with your canine companion.
Yes, many of the trails in Monroe County are designed as out-and-back or loop trails, offering a varied experience without retracing your steps entirely. For example, the Golden Orb Trail is a great option for a family-friendly loop, allowing you to experience different aspects of the local environment.
The cooler, drier months from late fall through spring (roughly November to April) are generally considered the best time for hiking in Monroe County. The weather is more pleasant, with less humidity and fewer insects, making for a more comfortable family outing. Summer can be very hot and humid, with a higher chance of rain.
Many trails in Monroe County provide excellent opportunities for wildlife viewing. The Snake Bight Trail, for instance, is known for its birdwatching opportunities and glimpses of other local fauna in its unique mangrove and coastal hammock habitats.
Given the warm climate, essential items include plenty of water, sun protection (hats, sunscreen, sunglasses), insect repellent, and comfortable walking shoes. Depending on the trail, you might also want binoculars for wildlife viewing and snacks for energy. Always check the weather forecast before heading out.


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